Synthesis and conformation of Gly-Gly dipeptides constrained with phenylalanine-like aminocaproic acid linkers

Org Lett. 2000 Jun 15;2(12):1653-5. doi: 10.1021/ol005618s.

Abstract

[structure: see text] The constraint of dipeptides with linkers derived from 6-aminocaproic acid (Aca) is a useful means of constructing a beta-turn peptidomimetic. The extension of this concept to the mimicry of a tripeptide entails the incorporation of a side chain moiety on either end of the Aca chain. The synthesis and conformational analysis of two exemplary compounds is discussed.

Publication types

  • Research Support, Non-U.S. Gov't
  • Research Support, U.S. Gov't, P.H.S.

MeSH terms

  • Aminocaproic Acid / chemistry
  • Circular Dichroism
  • Crystallography, X-Ray
  • Dipeptides / chemical synthesis
  • Dipeptides / chemistry*
  • Glycine / chemical synthesis
  • Glycine / chemistry*
  • Molecular Conformation
  • Molecular Mimicry
  • Molecular Structure
  • Protein Structure, Secondary

Substances

  • Dipeptides
  • Glycine
  • Aminocaproic Acid